Tuscany
Wine Tasting & Winery Tours

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Our most recommended Tuscany Wine Tasting & Winery Tours

  • San Gimignano Wine Etiquette Course with Tasting & Appetizer

    1. San Gimignano Wine Etiquette Course with Tasting & Appetizer

    Whether you're a wine novice or an expert, enjoy this wine tasting in an authentic Tuscan winery. Upon your arrival, you will be greeted by the staff for a short walking tour through the historic structure. Engage in topics drawn from modern etiquette with wine, where you can learn the correct posture and how to set a formal table, the glass etiquette, and how to select a wine for the occasion, whatever it may be. Indulge in a verticle wine tasting of 13 different Tuscan wines including personal reserves with vintage 1996-1997 and limited editions. As you sip, learn about the different areas of the winemaking region, and discover professional wine tasting techniques.  The range of Tuscan wines will be paired alongside a range of local gourmet products, depending on the option you booked. Taste cold-pressed extra virgin olive oil, white truffle or hot pepper flavored olive oil, and sele...

  • Afternoon Tour of the Chianti Wine Region in Tuscany

    2. Afternoon Tour of the Chianti Wine Region in Tuscany

    Not far from Florence you’ll find Chianti, famous for both its wine and beautiful countryside – and there is no better way to experience the beauty of Chianti than by taking our guided deluxe van tour. Having been picked up from your hotel in Florence in the early afternoon, your driver tour escort will whisk you away to the winding roads and rolling hills of Chianti, considered to be some of the most beautiful countryside in Tuscany. For centuries these hills were used as battlefields for wars between Siena and Florence, but now they are used simply to make Chianti Classico, one of the best wines Italy has to offer. As you travel the stunning countryside, take in information about art, history, wine, food, and local traditions from your officially-licensed guide.You will have your first chance to taste some of the local product during a visit to Greve in Chianti, a charming, quiet town...

  • Florence: Chianti Wineries Tour with Food and Wine Tasting

    3. Florence: Chianti Wineries Tour with Food and Wine Tasting

    After meeting your guide and boarding the coach, drive to the Chianti region. On the way to the first winery, your guide will share interesting facts and curiosities about landmarks along the route. Arrive at the first “cantina” of the day, where you will be welcomed by the winemakers. After listening to a brief introduction about the winery’s history and the types of wine made there, join a guided tour of the facilities and nearby vineyards. Learn all about the winemaking process, the materials used to make the barrels, and what it takes to be classified as a “Chianti Classico”. Then, begin your first wine tasting of about 5 wines. You will hear an explanation of each of the wines that you sample, as well as some tips on how to savor the wine and understand its qualities. The wines will be accompanied by local snacks produced in the region, such as cheese, bread, olive oil, and salum...

    I really enjoyed the tour! Both wineries were good, but I especially loved the second one. We tasted some quality wines and tried some delicious cheeses, olive oils. I learned many things about how wine is made and how to properly taste it! Our Gide Kostantino was great and funny. He gave us information about the city and tips on where to eat or drink. I recommend this tour :)

  • Florence: Pisa, Siena, San Gimignano, and Chianti Experience

    4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

    Your day starts in the morning with a free tour of Pisa, where you will have time to admire the magnificent cathedral, the baptistery, the monumental cemetery and the famous Leaning Tower. Afterwards, you'll move on to a typical winery in the Chianti Hills on the slopes of San Gimignano. There you will enjoy a typical Tuscan lunch accompanied with a good local wine tasting. Following lunch you will discover one of the most beautiful medieval villages of San Gimignano, or the "Medieval Manhattan, where you can explore the maze of cobbled streets, small squares and many local craft stores. Your exciting day continues with a panoramic view of the true Chianti countryside before arriving in Siena, where if desired, your professional guide will let you discover the most important squares, from Piazza del Campo to the cathedral, passing through the most beautiful contrade that charac...

    Tour was planned and time was sufficient for cowering Pisa, Sangimignano with wine tasting and Siena tour, Driver was good and tour guide was efficient in explanation and guiding the best possible key locations across all 3 cities

  • From Florence: Tuscany Day Trip with Optional Lunch and Wine

    5. From Florence: Tuscany Day Trip with Optional Lunch and Wine

    Begin your journey of Tuscany at Florence’s central train station, where you will be greeted by your guide who will take care of you throughout the day.  Head straight to Siena, Italy’s most picturesque medieval city, whereupon arrival your guide will take you on a walking tour. Look up to admire the lovely terracotta roofs adorning the buildings and marvel at the magnificent Gothic and Romanesque architecture of the main cathedral.   Next, head to the hilltop town of San Gimignano, a UNESCO world heritage site, famous for the tower houses built in the Middle Ages. Enjoy free time here to see its splendid squares, palaces, churches, and magnificent towers. The last stop on your Tuscan excursion is a visit to Pisa and its iconic leaning tower. Take a stroll through the Piazza dei Miracoli and see other marvelous monuments, before driving back to Florence. Best of all, choose from eit...

    This was such great value for money. Alessandro & Riccardo took very good care of us on our trip. It was well organised and kept to a timely schedule. Alessandro (guide) is very enthusiastic and has a wealth of knowledge to share. He also makes some great jokes that keeps the information enjoyable rather than a history lesson. Could not recommend more doing this trip as you really get to see all of Tuscany. The lunch will also cater for dietary needs which is great!

  • From Florence: Small Group Wine Tasting Tour to Tuscany

    6. From Florence: Small Group Wine Tasting Tour to Tuscany

    Depart Florence and journey to the historic Chianti Classico wine region while your English-speaking driver explains the stunning landscape that helps produce some of the most famous wines from Italy. Marvel at the beautiful countryside as you make your way to the 1st wine estate, where a wine expert will take you on a tour of the farm and tell you all about wine making in Tuscany. Sample 3 of the estate's wines, along with some of the fresh olive oil they produce. Learn more about the unique techniques used to produce wine and get a better appreciation of the local viniculture on a tour of the wine cellars and more. Continue to a 2nd wine estate to take a tour of the cellars and compare and contrast their techniques with the 1st winery. Taste different wines and olive oils produced on the farm, paired with local specialties from Tuscany, such as cheese, salami, cold cuts and bruschett...

    It was an amazing experience. Our driver was awesome. The wineries were beautiful. Great photo ops. The wines were great. Highly recommend this tour. Met wonderful people in the tour

  • From Florence: Chianti Hills Wineries Tour with Tasting

    7. From Florence: Chianti Hills Wineries Tour with Tasting

    Immerse yourself in Italy's renowned winemaking culture on this tour. Meet your friendly guide at the local partner’s office in Santa Maria Novella Train Station, then leave the city behind as you head out into the Tuscan countryside. Arrive in the charming town of Radda in Chianti and visit one of the town’s traditional wineries. Enjoy a tasting session of 3 regional wines, then have the opportunity to purchase the wines you’ve tasted as well as other local products including olive oil. Afterwards, spend some free time exploring the narrow streets of the town and peruse the local stores for handmade souvenirs. Later, Continue your tour to the next stop of the day, a traditional farm and winery located in the Chianti Hills. Follow your guide on a tour of the entire winery and learn about the winemaking process from grape to glass. Then enjoy another tasting session of 3 Chianti wines a...

    The guide from the service was just ok. She spoke English and was nice but was quiet mostly the entire bus ride and admitted to knowing nothing about wine. The people at the two places we did wine tours were super nice and knowledgeable. Both in beautiful places. The town we went to was nice but also there was one we passed much closer to Florence that would have cut out a lot of driving. Most of the experience was driving.

  • Tuscany Taster Tour: Day Trip from Rome with Lunch & Wine

    8. Tuscany Taster Tour: Day Trip from Rome with Lunch & Wine

    A comfortable, air-conditioned coach will pick you up in Rome. As you leave the city behind for rolling hills, your expert, English-speaking tour guide will fill you in on Tuscany’s rich culture and answer any questions you might have about the day ahead.  First is a walking tour in the hill town of Montepulciano, led by a local expert guide, taking in an ancient but still-functioning wine cellar and ruins that pre-date Rome. Next is San Biagio, a picturesque church resting below the town at the point where the Val d’Orcia fades into the Val di Chiana. In the midst of a breathtaking landscape overlooking the Tuscan hills, the classic-style church, with its travertine facade welcoming in the sunlight, is a 16th-century Renaissance masterpiece with exquisite decorations inside. Just a short drive away is the highlight of any trip to Tuscany: lunch. In the wine cellar of an authentic vine...

    Easy to meeting point, great guide (Jon), lunch was excellent, wine excellent ( my only gripe was small amounts) but great quality.

  • From Florence: Siena, San Gimignano & Monteriggioni Tour

    9. From Florence: Siena, San Gimignano & Monteriggioni Tour

    Visit three medieval towns and the Chianti area in one day on this tour. First, you will cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT Coach. You will arrive at San Gimignano, a medieval town declared a World Heritage Site by UNESCO. San Gimignano is famous for its white wine, the world-renowned Vernaccia, and its skyscrapers! Take time to wind your way through the narrow streets and admire the landscape. Your tour will make its second stop in Siena. Here you will find the Piazza del Campo, famous for the Palio Horse Race and for its splendid examples of Gothic civic architecture. You can also visit the magnificent Palazzo Pubblico with its Torre del Mangia. Continuing south, the tour will make a stop in Monteriggioni, where the medieval city walls remain intact. The main piazza, the Piazza Roma, is the perfect place to savor the history of...

    Very comfortable bus with an enthusiastic guide. There was enough time to explore the cities on my own. The cities themselves were amazing and the guide added interesting historic information

  • From Florence: Pisa, Siena, San Gimignano, Chianti Day Trip with Siena Cathedral and Lunch

    10. From Florence: Pisa, Siena, San Gimignano, Chianti Day Trip with Siena Cathedral and Lunch

    Your day begins early in the morning with a tour of Pisa, where you will admire the stunning Cathedral, the Baptistery, and the Monumental Cemetery. Take photographs next to the celebrated Leaning Tower. Continue to a winery in the foothills of San Gimignano, where you will enjoy a typical Tuscan lunch with wine tasting. After lunch, explore one of the most famous medieval hilltop villages in Italy, San Gimignano. Discover the maze of cobbled streets, picturesque piazzas, and local artisan shops. Next, admire a panoramic view of the Chianti countryside, followed by a stop in Siena. Here, a specialist guide will lead you on a walk through the city's historical center. Skip the ticket line to see the interior of the magnificent cathedral, and pass through the shell–shaped Piazza del Campo, where the Palio horse race is held twice a year. You will then return to Florence.

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What people are saying about Tuscany

Overall rating

4.6 / 5

based on 7,197 reviews

Olivia was an amazing tour guide and really interacted with the group to make you feel very welcomed. Siena was beautiful and the walking tour was very informative and really made me feel like I knew the city better. The lunch at the farm had an unforgettable view!

It was an amazing experience. Our driver was awesome. The wineries were beautiful. Great photo ops. The wines were great. Highly recommend this tour. Met wonderful people in the tour

Excellent wine tasting in Montalcino!!!! Lucia’s knowledge of wine and history was enlightening!!! Best tasting ever.

Luca was an excellent guide, and the winery was awesome!

Great experience at 2 wineries with a great guide!